Location: Winter Haven
Do Not Show Listings
4099 ISLAND LAKES DR, WINTER HAVEN, FL 33881
$389,000469 Days on yellowkey MLS ID: P4934266
REDUCED by $5,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1603 Built: 2006Monthly Fee: $17 Tax: $5,194 (2024)Community: Island LakesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,194
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Virtually Staged. NEW ROOF 2/9/2026 + $5K PRICE IMPROVEMENT on 5/26! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates, and everyday functionality. A brand new roof was installed in February 2026, offering added peace of mind and potential insurance advantages for the next owner. Fresh landscaping and new sod create excellent curb appeal, while the open split-bedroom floorplan provides comfortable living with beautiful natural light throughout. The spacious primary suite overlooks the water and includes a private bath and walk-in closet. The living and dining areas flow easily into the kitchen, making the home ideal for entertaining, weekend guests, or simply enjoying the lake lifestyle. Step outside and enjoy direct access to the Chain of Lakes with boating, fishing, kayaking, and sunset views right from your backyard. Conveniently located near shopping, dining, medical facilities, and major roadways while still offering a peaceful waterfront setting. Whether you’re looking for a primary residence, winter retreat, or investment opportunity, this property checks all the boxes for Florida lakefront living. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Don Jerue (863-259-9550)
937 CATTLEMAN ST, WINTER HAVEN, FL 33881
$340,00027 Days on yellowkey MLS ID: W7886749
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2023Monthly Fee: $50 Tax: $5,045 (2025)Community: Inman Grvs Ph 2Single Family
Taxes:$5,045
Elementary School: Elbert Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: Welcome to this beautifully maintained, nearly new 4-BEDROOM, 2-BATHROOM home in the desirable INMAN GROVES community! Built in 2023 by D.R. Horton, this popular CALI FLOOR PLAN offers 1,828 square feet of thoughtfully designed living space with an open-concept layout perfect for both everyday living and entertaining. The spacious kitchen features SOLID SURFACE COUNTERTOPS, STAINLESS STEEL APPLIANCES, abundant cabinetry, a large island with seating, and overlooks the dining and living areas, creating a bright and inviting gathering space. The private owner's suite includes a generous walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for family, guests, or a home office. Additional highlights include ceramic tile flooring in the main living areas, an inside laundry room, energy-efficient construction, smart home features, a two-car attached garage, and an irrigation system. Step outside to enjoy the backyard with plenty of space to relax, entertain, or create your own outdoor oasis. Conveniently located near shopping, restaurants, schools, medical facilities, and major highways, this home also offers easy access to Downtown Winter Haven, LEGOLAND Florida Resort, and ORLANDO or TAMPA via nearby US-27 and I-4. Don't miss this opportunity to own a move-in-ready home in one of Winter Haven's growing communities!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (352-688-2227)
Listing Agent: Isabelle Maye (540-840-8849)
551 LAKE SMART BLVD, WINTER HAVEN, FL 33881
$344,900106 Days on yellowkey MLS ID: S5146731
REDUCED by $15,000 (4.2%) on 05/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1936 Built: 2020Monthly Fee: $50 Tax: $4,211 (2025)Community: Lake Smart PointeSingle Family
Taxes:$4,211
Remarks: HUGE PRICE REDUCTION! Looking to buy a home in Winter Haven Florida? Welcome to 551 Lake Smart Blvd, a stunning move in ready residence featuring a brand new roof replaced in 2025. This beautiful home features 4 bedrooms, 2 bathrooms, and 1936 square feet of open concept living space. Imagine relocating to central Florida and stepping into a bright, airy floor plan where natural light fills the generous living spaces and connects seamlessly to a modern kitchen. Picture yourself enjoying a spacious yard or hosting gatherings in a versatile layout designed for effortless living. Remote workers and commuters will love the strategic location along the I-4 corridor, offering a quiet retreat with easy access to both Tampa and Orlando. Only 2 miles away from the premier Willowbrook Golf Course. To make your move even smoother, the seller is offering a $5000 dollar contribution toward buyer closing costs alongside a 1 year home warranty. This property delivers affordable modern comfort just minutes from dining, shopping, and major roadways. It is incredibly easy to tour, schedule your private showing today.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Kenneth Gonzalez (407-860-2304)
271 INMAN BLVD, WINTER HAVEN, FL 33881
$340,000221 Days on yellowkey MLS ID: W7881213
REDUCED by $10,000 (2.9%) on 06/18/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2024Monthly Fee: $49 Tax: $1,347 (2024)Community: Inman GrovesSpa: NoSingle Family
Taxes:$1,347
Remarks: PRICE ADJUSTMENT!!! PRISTINE AND MOVE-IN READY! Come and see this barely lived in 5 BEDROOM, 2.5-BATH home nestled in the solar-friendly community of INMAN GROVES. Built in 2024 and set on a corner lot with NO REAR NEIGHBORS, this home offers peaceful views, unbeatable privacy, and all the advantages of brand-new construction—without the wait. Step inside and be greeted by a bright and open first floor layout designed for effortless living and entertaining. The spacious great room flows seamlessly into the stunning kitchen, featuring QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, A LARGE CENTER ISLAND, SPACIOUS PANTRY, and ABUNDANT CABINET SPACE. The adjacent dining area makes gathering and conversation feel natural and inviting. A HALF BATH and INSIDE LAUNDRY ROOM add everyday convenience. Upstairs, a VERSATILE LOFT offers the perfect second living space ideal as a TV lounge, playroom, homework hub, or home office. Tucked away in its own private corner is the PRIMARY BEDROOM, complete with an oversized WALK-IN CLOSET and spa-inspired en-suite bathroom with DUAL SINKS, QUARTZ VANITY, and an elegant WALK-IN TILE SHOWER. FOUR SPACIOUS SECONDARY BEDROOMS are thoughtfully arranged around a full bathroom with dual sinks, making room for everyone. Step outside to your FENCED BACKYARD, where a patio awaits—perfect for grilling, lounging, and enjoying Florida’s year-round sunshine. Enjoy low utility costs with your energy-efficient SOLAR PANELS leased at only $93/month. Home is located just off Dundee Road and gives you quick access to Hwy 27, Hwy 17 and Polk Parkway, theme parks like Legoland, Disney and Universal. Close to Winter Haven downtown, hospitals, restaurants, breweries, Chain of lakes and Florida beaches. With contemporary design, energy savings, and an unbeatable location, this home checks every box. Don’t miss your chance to make 271 Inman Blvd your New Haven—schedule your private showing today!
728 CANBERRA RD, WINTER HAVEN, FL 33884
$336,0007 Days on yellowkey MLS ID: P4939181
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1994Monthly Fee: $17 Tax: $2,744 (2025)Community: Cypresswood Patio HomeSingle Family
Taxes:$2,744
Remarks: Welcome home to luxury, comfort, and breathtaking golf course living in the prestigious, 24/7 guard-gated Cypresswood Golf & Country Club. Perfectly positioned on the 17th hole, this stunning 3-bedroom, 2-bathroom home offers 2,253 square feet of beautifully updated living space and exceptional curb appeal, highlighted by an extended pavered driveway and lush landscaping. Step inside and feel the warmth and pride of ownership the moment you enter. Soaring ceilings, abundant natural light, and an inviting layout create an instant sense of arrival. The main living areas feature stylish luxury vinyl flooring, while the bedrooms offer plush carpeting for added comfort. This home has been thoughtfully upgraded with peace of mind in mind; including: new roof (2021), top-of-the-line Generac whole-house generator (2021), commercial-grade irrigation system (2024), new hot water heater (2024), new refrigerator (2025), and new dishwasher (2025). Additional updates include exterior painting (2021), interior painting (2023), plantation shutters throughout (2021), and elegant front driveway pavers (2021). The backyard is a private oasis with upgraded landscaping and pavers, Black Diamond crêpe myrtles, and natural hedges that bloom with white flowers in the spring—creating a serene backdrop with direct golf course frontage. Cypresswood residents enjoy resort-style amenities, including an 18-hole championship golf course, junior Olympic-size pool, tennis courts, wellness center, clubhouse dining, and a vibrant social calendar with clubs, classes, and events that foster a true sense of community. This is more than a home—it’s a lifestyle. Schedule your private showing today and experience the best of Cypresswood living.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Tyler Wampler (863-577-1234)
2610 SAN MARCO WAY, WINTER HAVEN, FL 33884
$329,90031 Days on yellowkey MLS ID: L4962574
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 2023Monthly Fee: $13 Tax: $3,953 (2024)Community: VillamarSingle Family
Taxes:$3,953
Elementary School: Chain O Lakes Elem
High School: Lake Region High
Middle School: McLaughlin Academy Of Excellence
Remarks: Welcome to 2610 San Marco Way, a beautiful Highland Homes Raychel floor plan located in the highly desirable Villamar community of Winter Haven. Offering 4 bedrooms, 2 bathrooms, and a spacious open-concept design, this home was thoughtfully built for both everyday living and entertaining. The heart of the home features a large kitchen island overlooking the living and dining areas, an oversized walk-in pantry, and plenty of space for gathering with family and friends. The spacious owner's suite serves as a private retreat, complete with a tray ceiling, walk-in closet, and ensuite bath. What truly sets this home apart are the upgrades already in place. Enjoy your morning coffee on the screened front porch, unwind in the screened rear lanai, or host family and friends in the fully fenced backyard. These valuable additions have already been completed, saving you time and money after closing. Residents of Villamar enjoy access to a resort-style community pool, playground, and walking trails. Conveniently located just minutes from Legoland Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways, this home offers the perfect blend of comfort and convenience. Why wait for new construction when this move-in ready home already includes some of the most sought-after upgrades? Schedule your private showing today and discover all that 2610 San Marco Way has to offer.
Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)
Listing Agent: Veronica Bard (863-670-7526)
409 21ST ST SW, WINTER HAVEN, FL 33880
$550,00054 Days on yellowkey MLS ID: P4938761
Bed: 4 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 2322 Built: 1926 Tax: $5,112 (2025)Community: West Winter HavenSingle Family
Taxes:$5,112
Remarks: Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in 2020, new A/C in 2023, electric and plumbing and the sprinkler system in 2023. Upon entering into the family room, you will immediately notice the vaulted beam ceilng along with the 20foot high fireplace. There are built-ins and bookcases throughout the home. Walking up into the kitchen, there is granite throughout and stainless steel appliances, along with a breakfast nook. There is a beautiful flooring throughout the home. On the first floor, there is another sitting room,along with a bedroom and a additional renovated full bath. On the second floor, it provides the laundry room and two more bedrooms and two full bathrooms that have been tastefully renovated. Going outside, there is convered area where you can relax and the property is completely fenced in. Another great feature is a detached studio that has been
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Joni Reiter (863-287-8274)
725 HERITAGE DR NE, WINTER HAVEN, FL 33881
$559,00068 Days on yellowkey MLS ID: L4961718
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3114 Built: 1992Monthly Fee: $27 Tax: $7,254 (2025)Community: Hamilton PointeSpa: NoSingle Family
Taxes:$7,254
Remarks: Virtually Staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath pool home offers 3,114 square feet of living space and sits on a half-acre lot with no rear neighbors, providing peaceful views of a protected conservation area and exceptional backyard privacy. Built in 1992, this home features a spacious kitchen with an eat-in area and French doors leading to the lanai, a grand living room with soaring 13-foot ceilings, crown molding throughout, a striking coral tile fireplace, and two sets of French doors that open to the screened pool and lanai area, creating an abundance of natural light and seamless indoor-outdoor living. The home also features no popcorn ceilings throughout. The split floor plan offers a large primary suite complete with lanai access, dual vanities, a garden tub, walk-in shower, and generous closet space. One secondary bedroom is ideally suited for a home office, while two additional bedrooms and a full bath are located on the opposite side of the home. The formal dining room features French doors that open directly to the pool area, making it ideal for entertaining. Step outside to enjoy the oversized screened lanai and pool area, perfect for hosting family and friends year-round. The pool has been well maintained with resurfacing completed approximately three years ago, a new sand filter installed two years ago, and new screening completed one year ago. Additional updates include a roof (2019), hybrid electric heat pump water heater (2021), whole-house repipe (2021), gutters and screens (2020), and exterior paint (2019). Mature landscaping enhances the home's curb appeal, while the convenient location provides easy access to downtown Winter Haven, Highway 27, LEGOLAND, golf courses, shopping, dining, and area airports.
Listing is courtesy of: REMAX EXPERTS (863-802-5262)
Listing Agent: Laura Slocumb (863-660-7000)
4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884
$335,000154 Days on yellowkey MLS ID: R4910695
REDUCED by $20,000 (5.6%) on 04/16/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1903 Built: 2011Monthly Fee: $56 Tax: $2,554 (2025)Community: MandolinSingle Family
Taxes:$2,554
Remarks: MOTIVATED SELLER: Convenient location, not to mention FANTASTIC price, and great down payment assistance AVAILABLE TO QUALIFIED BUYERS. Don't pass on this property. Great bang for your buck> Price reduction! Bring your buyers. Motivated seller brings added opportunity on this inviting four-bedroom, two-bathroom single family home in Winter Haven. Featuring a desirable split floor plan, this home offers privacy comfort, space, and functionality while maintaining an easy, natural flow throughout the main living areas perfect for everyday living and entertaining. The spacious primary suite serves as a relaxing retreat, featuring, a walk-in closet, a soaker tub, and a separate shower. Generously sized secondary bedrooms present flexibility for guests, a home office, or future needs. Enjoy warm and welcoming living spaces that lead to a screened patio, ideal for morning coffee or evening gatherings, all overlooking a fenced backyard that provides privacy and room to enjoy the outdoors. A brand-new roof installed in 2025 adds peace of mind and long-term value. Move-in ready and competitively price. This home is a fantastic opportunity for buyers. Looking for space, comfort, and a great value This home is ready for its next owners. Schedule your showing today and bring your offers. YOUR NEW HOME AWAITS. DOWN PAYMENT ASSISTANCE IS AVAILABLE TO QUALIFIED BUYER(S). Close to logo land, new Publix is a street away. Conveniently located. Give us a call to schedule your showing.
Listing is courtesy of: AUDITH POLEON REALTY (863-709-5643)
Listing Agent: Audith Poleon (863-709-5643)
3050 CRUMP RD, WINTER HAVEN, FL 33881
$750,000162 Days on yellowkey MLS ID: L4959091
REDUCED by $18,900 (2.5%) on 07/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2397 Built: 1982 Tax: $10,845 (2025)Community: Magnolia ShoresSpa: YesSingle Family
Taxes:$10,845
Remarks: Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct access to the lifestyle Central Florida is known for. Situated on approximately 1.08 acres along Lake Hamilton, this residence combines a thoughtfully updated main home with a private guest studio, outdoor living, and boating amenities. The main home features three bedrooms and two bathrooms with an open and functional layout. A bonus room with built in entertainment cabinetry and surround sound opens through double sliding doors to the pool deck, creating seamless indoor-outdoor living. The living room showcases beautiful wood beams, a wood burning brick fireplace, and triple sliding glass doors overlooking the pool and lake. Tile flooring runs throughout the main living areas, with wood flooring in the bedrooms. The kitchen is designed for everyday living and entertaining, featuring granite countertops, updated cabinetry with pullouts, a large island, built in desk space, wine refrigerator, stainless steel appliances, and a built-in oven/microwave combination. A separate guest studio apartment adds flexibility, complete with a kitchenette and triple sliding glass doors leading directly to the pool area. This space is ideal for guests, extended household needs, or flexible use. Outdoor features include a screened pool with new heater and an 8-foot depth, a spa that conveys, and a gas fireplace on the patio with underground piping in place (propane tank has been removed, but can easily be replaced by the new homeowner). The pool screen was recently replaced. The property includes a private boat dock and lift, allowing easy access to Lake Hamilton and nearby lakefront restaurants by water. Additional highlights include fruit trees in the front yard, RV parking for up to 31 feet with additional storage space, and a metal roof. Practical upgrades and systems include a new air conditioning system installed July 2024 with annual maintenance, water softener, well for irrigation, public water for the home, an inside laundry room, and a 2-car garage. The hot water heater was installed in 2011. Septic service was last completed June 2023. Solar panels are leased at $381.75 per month, with an average Duke Energy bill of approximately $30 per month. Televisions in the main living areas convey, excluding bedrooms. This lakefront retreat offers privacy, functionality, and a connection to the water, all set along beautiful winding roads in a peaceful Winter Haven setting.
Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)
Listing Agent: Lisa Matheny (863-412-6633)
381 SAN JOSE DR, WINTER HAVEN, FL 33884
$237,50033 Days on yellowkey MLS ID: S5151702
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 1991Monthly Fee: $108 Tax: $3,176 (2025)Community: Orchid Springs Patio HomesSpa: NoSingle Family
Taxes:$3,176
Remarks: Welcome to this wonderful 3 bedroom, 2 bathroom home located on a spacious corner lot with NO rear neighbors in the desirable Orchid Springs community in SE Winter Haven. NEW METAL ROOF PUT ON IN 2021 AND AC REPLACED IN 2023! Offering a versatile split-bedroom floor plan, this home features a living room, dining room & family room, providing plenty of space for both everyday living & entertaining. The bright and open living room showcases vaulted ceilings & glass doors that lead to a private courtyard, creating a seamless connection between indoor & outdoor living. The kitchen is centrally located and offers a spacious breakfast bar, closet pantry & ample cabinet & counter space, making it ideal for meal preparation & gathering with family & friends. The primary suite provides a relaxing retreat with a walk-in closet, garden tub, separate shower & also has access directly to the screened patio. Ceramic tile flooring throughout the home offers both durability & easy maintenance. Additional features include a 2-car garage with built-in storage, utility sink, and washer/dryer hookups. The fenced backyard offers privacy & room for pets, gardening, or outdoor enjoyment. Residents of Orchid Springs enjoy access to community amenities including a clubhouse & swimming pool, all while being conveniently located near shopping, dining, churches, medical facilities, golf courses & major roadways. Don't miss this opportunity to own a spacious home in one of Winter Haven's most established communities.
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Patricia De Graaff, Llc (863-307-0061)
2207 AVENUE F NW, WINTER HAVEN, FL 33880
$249,90047 Days on yellowkey MLS ID: TB8513310
REDUCED by $2,600 (1.0%) on 07/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1946 Tax: $2,679 (2025)Community: Beymer Stoner SubSingle Family
Taxes:$2,679
Remarks: SELLER OFFERING $3,000 TOWARDS BUYER'S CLOSING COSTS. Make this charming and well-maintained home in Winter Haven your home. Featuring gorgeous wood flooring throughout the main living areas and porcelain ceramic tile in the kitchen. The beautifully updated kitchen features stainless steel appliances, a gas stove, soft-close cabinets, and ceramic tile flooring, offering both style and functionality. The front enclosed sunroom is filled with beautiful natural morning light through surrounding windows, creating the perfect space to relax, enjoy your coffee, or unwind throughout the day. Conveniently located near several beautiful lakes; including Lake Howard, this property offers the best of Florida living while being situated in a FEMA-designated dry zone outside of the flood area for added peace of mind. Enjoy major energy savings with the fully paid-off solar panel system already in place, helping keep electric bills low for the new owner. Additional updates include a newer roof and AC system, along with a full-house gas generator capable of powering the entire home during storms or outages with the flip of a switch. The spacious backyard workshop provides ample room for tools, hobbies, storage, or workspace needs. Conveniently located near shopping, dining, parks, and recreational opportunities, this property is ideal for buyers seeking comfort, efficiency, preparedness, and functionality all in one. Schedule your private showing today!
Listing is courtesy of: SOUTHERN PINE REALTY GROUP, LLC (813-525-7313)
Listing Agent: Elda Romero (813-957-1212)
1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881
$395,000348 Days on yellowkey MLS ID: P4935563
REDUCED by $24,000 (5.7%) on 07/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2781 Built: 2008Monthly Fee: $133 Tax: $3,762 (2024)Community: Crossroads At Lake RegionSingle Family
Taxes:$3,762
Remarks: MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a handsome paver driveway that adds both charm and curb appeal. Step inside to soaring vaulted ceilings and an open-concept floor plan, ideal for both everyday living and entertaining. Expansive living and dining areas flow effortlessly, creating a bright, airy feel throughout the home. The oversized primary suite, located just off the main living area, is a true retreat. It features a luxurious en suite bathroom complete with a large soaking tub, separate walk-in shower, dual sinks, and a spacious walk-in closet. Fresh interior paint gives the home a crisp, updated look, and a new roof provides added peace of mind. A private office offers the perfect space to work from home or can easily flex to fit your lifestyle. This home is situated just a short distance away from the community pool and hot tub. This one checks all the boxes!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Jill Lingenfelter (863-242-0900)
104 11TH ST SE, WINTER HAVEN, FL 33880
$267,500102 Days on yellowkey MLS ID: P4938332
4 Days Off yellowkey (back on 7/6/2026)
REDUCED by $12,400 (4.4%) on 06/26/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1953 Tax: $3,956 (2025)Community: East El Otis Park RepSingle Family
Taxes:$3,956
Remarks: Under contract-accepting backup offers. Virtually Staged. Location, Location Location. No HOA. A great location helps home values when a property is surrounded by homes in a much higher price range. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. Amazing Real Hardwood Floors. 3 Full Bathroom. A backyard that's awesome to hang out in. Recent updates include a newer roof, updated electrical, a new water heater, and a newer A/C unit (2018), offering peace of mind on major systems. Enjoy the unique setting with nearby views of Lake Elbert to the north and Lake Otis to the south, surrounded by well-established homes and nearby lakefront properties. The home offers great bones and classic charm, presenting an excellent opportunity for buyers to update and personalize while investing in a premier location. Conveniently located near downtown Winter Haven, shopping, dining, and more.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Dave Westphal (863-287-3302)
709 SARNER PASS WAY, WINTER HAVEN, FL 33881
$310,0003 Days on yellowkey MLS ID: S5153498
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3016 Built: 2021Monthly Fee: $92 Tax: $8,651 (2025)Community: Lake Lucerne Ph 5Single Family
Taxes:$8,651
Remarks: Welcome to this spacious 4-bedroom, 2.5-bath home offering 3,016 square feet of comfortable living space designed for everyday living and entertaining. The first floor features a welcoming living room, formal dining room, a well-appointed kitchen, a versatile bonus room that can be used as a home office, playroom, or flex space, a convenient half bath, and an attached two-car garage. Upstairs, you'll find a central foyer leading to four generously sized bedrooms, two full bathrooms, and a conveniently located laundry room, making daily routines more efficient. With a functional layout, abundant living space, and room to fit a variety of lifestyles, this home is ready for its next owner. Schedule your private showing today and see everything this home has to offer!
Listing is courtesy of: REALTYCITY INC (863-438-6605)
Listing Agent: Jesse Carriedo (863-438-6605)
41 GREENFIELD CT, WINTER HAVEN, FL 33884
$379,0004 Days on yellowkey MLS ID: L4963295
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2054 Built: 1978Monthly Fee: $152 Tax: $3,172 (2025)Community: CypresswoodSpa: NoSingle Family
Taxes:$3,172
Remarks: Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.
Listing is courtesy of: LOCKHART & ASSOCIATES INC (863-293-1234)
Listing Agent: Steven Smith, Pa (863-224-2297)
2390 29TH ST NW, WINTER HAVEN, FL 33881
$231,7004 Days on yellowkey MLS ID: TB8527635
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 1965 Tax: $2,778 (2025)Community: Biltmore ShoresSingle Family
Taxes:$2,778
Remarks: Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a warm and comfortable atmosphere. The spacious living and dining areas flow seamlessly, making it ideal for everyday living and entertaining. The kitchen features ample cabinet space and functionality, while the generously sized bedrooms provide comfort and flexibility. The primary suite includes a private bath and generous closet space. Enjoy a private backyard with plenty of space for relaxing, gatherings, or outdoor activities. Conveniently located near shopping, dining, parks, schools, and major roadways, providing easy access to all that Winter Haven and Central Florida have to enjoy.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Scalia (954-822-6612)
1404 AXEL CIR, WINTER HAVEN, FL 33880
$365,0004 Days on yellowkey MLS ID: S5153455
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2523 Built: 2022Monthly Fee: $63 Tax: $4,584 (2025)Community: Pinnacle PointSingle Family
Taxes:$4,584
Remarks: Virtually Staged. Beautifully designed and newly constructed, this stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest suite with an adjacent full bathroom—perfect for visitors, extended family, or a home office. The spacious open-concept living and dining areas showcase durable luxury vinyl plank flooring and flow seamlessly into the chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, abundant cabinetry, and a large walk-in pantry. Upstairs, the expansive primary suite serves as a relaxing retreat, offering dual vanities, a walk-in shower, and an oversized walk-in closet. Three additional bedrooms, a full bathroom, and a conveniently located laundry room complete the second floor, providing plenty of space for family and guests. Nestled in a quiet, well-maintained neighborhood, this home offers the perfect balance of privacy and convenience. Enjoy easy access to shopping, dining, schools, parks, and major highways, making commuting and everyday living effortless.
Listing is courtesy of: EXIT REALTY 4CORNERS (863-344-3948)
Listing Agent: Carlos Dejesus (407-818-6868)
207 AVENUE E SE, WINTER HAVEN, FL 33880
$420,00068 Days on yellowkey MLS ID: L4961631
REDUCED by $5,000 (1.2%) on 06/10/2026
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2093 Built: 2026 Tax: $3,201 (2025)Community: Twin Oaks Add Pb 12 Pg 16Single Family
Taxes:$3,201
Remarks: This is the ONE! Great location centrally located in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air BNB. This is the perfect set up. Seller is offering buyer incentive towards closing cost of $10,000.00. This can be considered as a duplex, since the units are entirely separate. Main home has had total renovations. New trusses, installation, windows, doors, roof, floors, kitchen, baths, sheetrock & tankless water heater. Open plan with dining/kitchen combo. Kitchen features stainless steel appliances, granite counter tops, range, refrig, dishwasher and pantry. Enjoy your spacious front covered porch in the shade. This home features porcelain tile & wood laminate throughout and offers plenty of off street parking spaces. How many vehicles you can park depends on the size of your vehicles. There is space to park an RV. The attached Mother N Law suite or Air BNB has a private entrance. It is attached to the main home but there is not an entrance between the 2 homes. The 2nd home is new construction and features an open floor plan with porcelain tile & wood laminate flooring. This home features a full size kitchen with stainless steel appliances, granite counter tops, range, refrig, dishwasher and double sinks. The living area if open to the kitchen & dining area. The home features 2 bedroom and 2 baths. One bath has a tiled walk-in shower, the other bath has a tub/shower combo & both have granite vanity tops. This home features a large “Recreation or Flex Room.” Each home has it's own HVAC unit with separate meters.
Listing is courtesy of: ADVANTAGE REALTY 1 (863-386-1111)
Listing Agent: Sharon Jones Pa (850-341-9216)
507 SHORT LN, WINTER HAVEN, FL 33881
$340,00069 Days on yellowkey MLS ID: O6404950
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2022Monthly Fee: $54 Tax: $5,124 (2025)Community: Inman Grvs Ph 1Single Family
Taxes:$5,124
Remarks: ""SELLER MOTIVATED – PRICE IMPROVEMENT! BRING YOUR OFFER!"" Beautiful and well-maintained home featuring 4 spacious bedrooms and 2 bathrooms, offering plenty of space for comfortable family living and entertaining guests. Sliding glass doors lead to a covered patio and a private grassy backyard, perfect for relaxing and enjoying Florida’s outdoor lifestyle. The kitchen comes fully equipped with all appliances and features beautiful wood cabinetry and granite countertops, offering the perfect blend of style and functionality. The home also includes a 2-car garage and a fully equipped laundry room for added convenience. Located in a desirable community, this property offers comfort, practicality, and excellent investment potential. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes Park, Downtown Winter Haven, shopping centers, restaurants, grocery stores, medical facilities, and provides easy access to Highway 27 for convenient travel to Orlando and Tampa. Winter Haven is also known for its beautiful Chain of Lakes, offering boating, fishing, and outdoor recreation opportunities. Currently tenant-occupied with a lease in place through November 2026 at $2,150 per month. After the lease term ends, the new owner may choose to renew or terminate the lease. Great opportunity for both investors and future homeowners.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Anderson Siqueira, Sr (407-912-4688)
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